Synthesis of 2,2,5-Trisubstituted 2H-Pyrroles and 2,3,5-Trisubstituted 1H-Pyrroles by Ligand-Controlled Site-Selective Dearomative C2-Arylation and Direct C3-Arylation
Publication type: Journal Article
Publication date: 2019-08-09
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
31398043
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Palladium-catalyzed site-selective dearomative C2-arylation of 2,5-diaryl-1H-pyrroles with aryl chlorides was accomplished, and a series of 2,2,5-triaryl-2H-pyrroles were synthesized. In addition, the site selectivity of the reaction was switched by simply changing the ligand, and the direct C3-arylated 2,3,5-triaryl-1H-pyrroles were prepared. The obtained 2,2,5-triaryl-2H-pyrroles could be further transformed into 2,2,5,5-tetraarylpyrrolidines.
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Total citations:
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Citations from 2024:
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Yamaguchi M., Fujiwara S., Manabe K. Synthesis of 2,2,5-Trisubstituted 2H-Pyrroles and 2,3,5-Trisubstituted 1H-Pyrroles by Ligand-Controlled Site-Selective Dearomative C2-Arylation and Direct C3-Arylation // Organic Letters. 2019. Vol. 21. No. 17. pp. 6972-6977.
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Yamaguchi M., Fujiwara S., Manabe K. Synthesis of 2,2,5-Trisubstituted 2H-Pyrroles and 2,3,5-Trisubstituted 1H-Pyrroles by Ligand-Controlled Site-Selective Dearomative C2-Arylation and Direct C3-Arylation // Organic Letters. 2019. Vol. 21. No. 17. pp. 6972-6977.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.9b02559
UR - https://doi.org/10.1021/acs.orglett.9b02559
TI - Synthesis of 2,2,5-Trisubstituted 2H-Pyrroles and 2,3,5-Trisubstituted 1H-Pyrroles by Ligand-Controlled Site-Selective Dearomative C2-Arylation and Direct C3-Arylation
T2 - Organic Letters
AU - Yamaguchi, Miyuki
AU - Fujiwara, Sakiko
AU - Manabe, Kei
PY - 2019
DA - 2019/08/09
PB - American Chemical Society (ACS)
SP - 6972-6977
IS - 17
VL - 21
PMID - 31398043
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2019_Yamaguchi,
author = {Miyuki Yamaguchi and Sakiko Fujiwara and Kei Manabe},
title = {Synthesis of 2,2,5-Trisubstituted 2H-Pyrroles and 2,3,5-Trisubstituted 1H-Pyrroles by Ligand-Controlled Site-Selective Dearomative C2-Arylation and Direct C3-Arylation},
journal = {Organic Letters},
year = {2019},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.orglett.9b02559},
number = {17},
pages = {6972--6977},
doi = {10.1021/acs.orglett.9b02559}
}
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MLA
Copy
Yamaguchi, Miyuki, et al. “Synthesis of 2,2,5-Trisubstituted 2H-Pyrroles and 2,3,5-Trisubstituted 1H-Pyrroles by Ligand-Controlled Site-Selective Dearomative C2-Arylation and Direct C3-Arylation.” Organic Letters, vol. 21, no. 17, Aug. 2019, pp. 6972-6977. https://doi.org/10.1021/acs.orglett.9b02559.